37575-80-7Relevant academic research and scientific papers
One step catalytic conversion of cellulose to sustainable chemicals utilizing cooperative ionic liquid pairs
Long, Jinxing,Guo, Bin,Li, Xuehui,Jiang, Yanbin,Wang, Furong,Tsang, Shik Chi,Wang, Lefu,Yu, Kai Man K.
supporting information; experimental part, p. 2334 - 2338 (2011/10/12)
A 100% conversion of cellulose to industrially useful chemicals is, for the first time, achieved in a single pot reaction by the use of cooperative ionic liquid pairs for combined dissolution and catalytic degradation of cellulose, which overcomes the long intrinsic phase problem in the conversion of biomass to chemicals.
Methylenecyclopropanes IX. - Methylenecyclopentanes by Metal-Catalyzed Cycloaddition of 1-Methylene-2-(trimethylsilyl)cyclopropane with Electron-Deficient Olefins
Binger, Paul,Sternberg, Ethan,Wittig, Ute
, p. 1933 - 1938 (2007/10/02)
Monocyclic cyclopentanes such as 2a-c as well as certain bicyclic derivatives are prepared in high yields by cycloadditions of 1-methylene-2-(trimethylsilyl)cyclopropane (1) with electron-deficient olefins catalyzed by triisopropylphosphane containing palladium(0) compounds.The trimethylsilyl group can be easily displaced by protolysis with trifluoroacetic acid yielding the methylenecyclopentanes 6a-c or 9a and 10a.Therefore, 1 can be regarded as a synthetic equivalent of methylenecyclopropane.
Reactions of Methylenecyclopropanes, VII. Nickel(0)-catalysed Cycloadditions of Methylenecyclopropanes with Alkyl Acrylates
Binger, Paul,Brinkmann, Axel,Wedemann,Petra
, p. 2920 - 2930 (2007/10/02)
Cycloaddition reactions of methylenecyclopropane (1) and of the ring-methylated methylenecyclopropanes 5, 9, and 12 with alkyl acrylates are performed at nickel(0) catalysts, such as bis(1,5-cyclooctadiene)nickel under mild conditions (0 - 50 deg C).Depending on the degree of methylation of the three-membered ring, 1 and 5 give only alkyl 3-methylenecyclopentanecarboxylates (4 and 6), whereas 9 leads to a mixture of the methylenecyclopentane derivative 10 and the alkyl spirohexanecarboxylate 11, and 12 react to form only the spirohexane derivative 13.With 12 isomerisation to 2,3,3-trimethyl-1,4-pentadiene (15) also takes place.In the case of 9 the ratio of methylenecyclopentane to spirohexanecarboxylate can be influenced by the size of alkyl groups. - In the Ni0-catalysed reactions of 1 with substituted acrylates (methyl crotonate or diethyl maleate) codimerisation to 16 and 17 competes with cyclodimerisation to 2 and 3.
Reactions of Methylenecyclopropanes, V. Palladium(0)-catalyzed Codimerisation of Methylenecylopropane with Methyl Acrylates and 1,2-Ethylenedicarbonic Esters
Binger, Paul,Schuchardt, Ulf
, p. 3313 - 3324 (2007/10/02)
Triorganylphosphane-modified palladium(0) compounds catalyze the codimerisation of methylenecyclopropane (1) with methyl acrylate, methyl trans-crotonate or trans-cinnamate to give the methylenecyclopentanecarboxylic esters 3, 4, 5; diethyl fumarate or dimethyl maleate and 1 lead to the methylenecyclopentanedicarbonic esters 12.With diethyl maleate besides cis/trans-12b also oligomers containing two mols of 1 and one (cis/trans-14) or two mols of the diester (cis/trans-15) are formed.
